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My major concern with pursuing that (or, say, "$1 to file a task") is that user expectations will be like billion times higher if something costs $0.25 than if it's free.
I'd love to find a way to align stuff around small financial incentives since I think it really could cut down on a lot of the fluff, but I think it could cause a lot of badness too.
Maybe once we get Nuance online we can explore a "$5 priority queue" or something.
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We also probably need to implement Phabricator Credits before we can add ᵐᶦᶜʳᵒᵖᵃʸᵐᵉᶰᵗˢ because otherwise we'll just be paying Stripe for the privilege of having ᵐᶦᶜʳᵒᵖᵃʸᵐᵉᶰᵗˢ.